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Overview
Amenities
Policies
Location
Host

Exceptional

4 bedrooms3 bathroomsSleeps 8144 sq m

Popular amenities

Kitchen

Outdoor space

Free WiFi

Air conditioning

Washer

Dryer

Check-in time

4:00 PM

Check-out time

11:00 AM

Explore the area

Ashland, OR

Oregon Shakespeare Festival7 min walk
Lithia Park7 min walk
Southern Oregon University17 min walk
Medford, OR (MFR-Rogue Valley Intl.)21 min drive

Most relevant reviews

10/10 Excellent

Such a charming cottage! Well maintained and stocked. Very clean and comfortable. The location is superb, just a short w...

Janet B.

Nov 24, 2023

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds

Bedroom 4

2 Single Beds

3 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Toilet · Shower only

Spaces

Deck or patio

Porch or lanai

Kitchen

Garden

Dining Area

About this property

In the historic railroad district, walking distance to all the best of Ashland!

COVID-19 PANDEMIC - please call direct for information on cleaning protocols and further information on cancelation policies 541-821-8925 - cell
Welcome to The Heritage Suite at Second Street Cottages!
(Permit#:06-01959)
The Heritage Suite is located just two blocks from the center of Ashland, including the Oregon Shakespeare Festival theaters, delightful shops, and unique restaurants.

It is one of two separate suites at Second Street Cottages: a turn-of-the-century home now completely renovated as a travelers' accommodation. It is located on a lovely, quiet residential street in the historic Railroad District. We welcome guests to spacious, fresh rooms and wonderful outdoor spaces.

The Heritage Suite:
- 4 bedrooms, 3 full bathrooms (sleeps up to 8 people)
Consisting of:
* Two bedrooms with private baths and queen beds, and
* Two bedrooms with twin beds and a shared bath
- Living room, dining area
- Large, fully-equipped kitchen
- Oversized front porch and patio

The Heritage Suite has all the amenities: spacious rooms, hardwood floors, finely-appointed furnishings, TV/DVD player, free WiFi, and central air/heat.

The Heritage Suite has its own private entrance, an oversized front porch with table and chairs (seats 6) for outdoor dining – as well as casual sitting area for enjoying coffee, drinks, or just relaxing.

Please note there are security cameras on the exterior of the property.

Life is uncertain - we strongly recommend purchasing Travel Insurance for your trip. In the event of a last minute emergency or need to cancel, travel insurance offers peace of mind for all. Please consider this as we cannot offer refunds outside of our stated policies.

Second Street Cottages also has a charming 2 bedroom/2 full bathroom unit: The Garden Suite. It can be seen at VRBO listing # 737950. Although the two suites are independent units, they can be rented together at the same time (depending upon availability). Please call for availability of a one night reservation. We are happy to accommodate if possible.

Property manager

Sugar Mejia

Premier Host

Languages

English

Amenities

Kitchen

Washer

Dryer

Free WiFi

Air conditioning

Outdoor space

Kitchen

Washer

Dryer

Free WiFi

House Rules

Check in after 4:00 PM

Minimum age to rent: 21

Check out before 11:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed

Smoking

Smoking is not permitted

Fees and charges are established based on occupancy. Additional charges will apply for any additional guests staying at the property (incl. children).

Absolutely no smoking/vaping or burning of incense or candles on the property and no pets allowed other than service animals. Strict policy -thanks!

We cannot be responsible for unused rooms due to unforeseen events. We recommend that you purchase Trip Insurance for your own protection.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy

Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges

Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed

On-site parties or group events are strictly prohibited

Host has indicated that there is a carbon monoxide detector on the property

Host has indicated that there is a smoke detector on the property

Safety features at this property include a fire extinguisher, a security system, a first aid kit and a deadlock

We should mention

A car is not required for transport to and from this property

About the area

Ashland

Located in Ashland, this holiday home is in the city centre. Weisinger Family Winery and Grizzly Peak Winery are worth checking out if an activity is on the agenda, while those looking for area attractions can visit ScienceWorks Hands-On Museum and The RRRink. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Ashland, OR

What's nearby

Oregon Cabaret Theatre - 5 min walk
Allen Elizabethan Theatre - 6 min walk
Oregon Shakespeare Festival - 7 min walk
Lithia Park - 7 min walk
Southern Oregon University - 17 min walk

Getting around

Medford, OR (MFR-Rogue Valley Intl.) - 21 min drive

Restaurants

‪Gil's - ‬4 min walk
‪The Growler Guys - ‬2 min walk
‪Martolli's Hand Tossed Pizza - ‬7 min walk
‪Case Coffee Roasters - ‬6 min walk
‪Noble Coffee Roasting - ‬4 min walk

Frequently asked questions

Is In the historic railroad district, walking distance to all the best of Ashland! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at In the historic railroad district, walking distance to all the best of Ashland!?

Check-in begins at 4:00 PM.

What time is check-out at In the historic railroad district, walking distance to all the best of Ashland!?

Checkout is at 11:00 AM.

Where is In the historic railroad district, walking distance to all the best of Ashland! located?

Located in Historic Railroad District, this holiday home is within a 10-minute walk of Ashland Library and Oregon Shakespeare Festival. Oregon Cabaret Theatre and Allen Elizabethan Theatre are also within 10 minutes.

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

10/10 Excellent

Michael R.

28 June 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

A perfect stay.

Very charming cottage within walking distance of shows, shops and places to eat. Very clean and comfortable. A perfect stay in Ashland.

Stayed 3 nights in Jun 2024

10/10 Excellent

Linda T.

17 June 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Annual visit to 2nd St. Cottages

We love this house. The plays were great this year and the house is so close to the theaters.

Stayed 5 nights in Jun 2024

10/10 Excellent

nancy d.

13 June 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

A pleasure to return to stay

We are repeat visitors to this property. It's clean, comfortable, in a great location, and the manager is very helpful.

Stayed 2 nights in May 2024

10/10 Excellent

david w.

13 May 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ashland

Shout out to the people of Ashland! Sunshine everyplace we visited and that was everywhere!!

Stayed 4 nights in May 2024

10/10 Excellent

Janet B.

24 Nov 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Absolutely charming

Such a charming cottage! Well maintained and stocked. Very clean and comfortable. The location is superb, just a short walk to downtown. The host was easy to communicate with. Our stay was wonderful and we would definitely stay again.

Stayed 3 nights in Nov 2023

10/10 Excellent

Susan E L., Bandon, OR

31 Oct 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Incredible location!

Sugar made sure there was everything we might need and checked to make sure our stay was perfect. Our friend owns the house across the street, so the location was great for visiting with her. We ate in some wonderful restaurants and saw lots of art and Lithuania Park in full fall colors.

Stayed 3 nights in Oct 2023

10/10 Excellent

Michele F.

25 Oct 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very nice home in a great location!

The house is in a great location with everything needed for our weekend away. Neighborhood is quiet and only a few blocks from downtown. Very clean and well kept inside and out. Would definitely recommend this home, great for couples, families or friends.

Stayed 3 nights in Oct 2023

10/10 Excellent

Jerry S., Los Altos, California

14 Oct 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

As usual, excellent stay.

We have stayed at this property many times and it only gets better. Very nice, well equipped house in a great location. The front porch is an added bonus. The house is very well maintained and Sugar is a wonderful host. Highly recommended

Stayed 4 nights in Oct 2023

10/10 Excellent

Fred G.

1 Oct 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely stay

Lovely property very convenient to theaters, restaurants and Lithia park. Owner was very helpful. We definitely want to come and stay here again.

Stayed 3 nights in Sep 2023

10/10 Excellent

Mary Ann R.

11 Sept 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location, lovely home

Cozy, well-equipped cottage has everything you need and is steps away from shops, restaurants and bars. We thoroughly enjoyed it.

Stayed 2 nights in Sep 2023

10/10 Excellent

Chris S., Sacramento, California

9 Sept 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful and Convenient

We stayed in the front home which is a 4 bedroom, 3 bath unit. It was perfect for our annual family reunion in Ashland. The home is lovely and comfortable. The dinning area is small, but there is room on the front porch to dine if the weather is good. It's a short walk to the theater and restaurants, or to the co-op to buy groceries.

Stayed 3 nights in Sep 2023

10/10 Excellent

Annie M.

23 Aug 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect home base for Ashland getaway!

Sugar’s cottage was a perfect spot for me and my sisters and nieces! Centrally located, filled with all of the comforts of home. Sugar was a delightful host! We will be back!

Stayed 2 nights in Aug 2023

10/10 Excellent

Melissa D.

21 Aug 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot for enjoying all Ashland has to offer

There were seven of us staying here. Four over 50 and three under 25. This location gave us all a lot of flexibility to come and go. No need for a car to enjoy Ashland. Well stock and comfortable home.

Stayed 3 nights in Aug 2023

10/10 Excellent

Aki N.

10 Aug 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house in fantastic location

We had a family reunion of 8 and found this to be the perfect place to visit and attend plays. Everything was within walking distance and the house was comfortable in every way.

Stayed 2 nights in Aug 2023

10/10 Excellent

Olivia K.

1 Aug 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location!

We loved staying here. Great location near OSF and the shops and restaurants downtown. Appreciated the porch lights welcoming us home after the late shows, ice cream in hand.

Stayed 4 nights in Jul 2023

10/10 Excellent

Richard B.

23 July 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Vacation 2

Good place to stay.

Stayed 4 nights in Jul 2023

10/10 Excellent

Jeff G.

17 July 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Another great Ashland trip!

This was our 30th annual family trip to Ashland (not counting the two years we missed because of COVID), and this is about our 6th or 7th time at this property. Over the years, we have stayed at many places, but this house is our favorite. It is close to everything, has a well-stocked kitchen, and has a great porch to eat, relax, and watch the locals go by. We are already planning for next year.

Stayed 4 nights in Jul 2023

10/10 Excellent

Sydney D., Truckee

1 July 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ashland adventure

We were three couples and the house suited us so well. Sitting on the porch each afternoon after biking and before the plays was a highlight. Amazing location for walking to the main part of town.

Stayed 3 nights in Jun 2023

10/10 Excellent

Leanne C.

27 June 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful well-stocked home in a great location

We couldn’t have asked for a more perfect home to celebrate retirements and attend a play. The beds were very comfortable and the house was well-equipped. The front porch is so inviting and was where we spent most of our time. My only suggestion is to clarify that the access code will be sent after 1:00 on the day of your arrival.

Stayed 2 nights in Jun 2023

8/10 Good

David L.

21 June 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice Place

The property is charming and in a great location which allows walking access to downtown Ashland. The twin beds are on the small side so not really great for adults. The home also had a bit of a mothball odor.

Stayed 2 nights in Jun 2023

10/10 Excellent

peggy c.

15 June 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ashland Cottage

The cottage was perfect for four friends visiting Ashland. Location was great for walking to town. We even had some deer visit us a couple of times. Look forward to returning in the future!

Stayed 4 nights in Jun 2023

10/10 Excellent

Diane B.

11 June 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent Accommodation, Perfect Location

This adorable home was perfect for our family's rendezvous. It is only blocks away from restaurants, Lithia Park, and the Shakespeare Festival. There was plenty of parking for our 3 cars.

Stayed 3 nights in Jun 2023

10/10 Excellent

Linda T.

5 June 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ashland Stay

It's our home away from home!

Stayed 4 nights in May 2023

10/10 Excellent

Verified traveller

30 May 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ashland Annual Trip

We have stayed at the 2nd Street Cottages several times and have enjoyed it every time.The location is perfect, the house spotless and comfortable for three couples. Our favorite part of the house is the lovely front porch, with plenty of space for all of us to enjoy our surroundings.

Stayed 3 nights in May 2023

10/10 Excellent

Gloria W., Clarksburg, CA, US

16 Jan 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely spot!

Wonderful house for a family getaway, walking distance to the theaters and downtown restaurants, and ice skating in the park! Comfortable beds for 8, and a great kitchen and dining area, the only place to improve would be a few more comfy seats in the living room. We’ll definitely be back!

Stayed 3 nights in Dec 2022

About the host

Hosted by Sugar Mejia

I look forward to welcoming you to beautiful Rogue Valley and especially to Ashland. I have lived in small towns, big cities and in several different parts of the country -- Ashland is the best of all! Small town charm with big city sophistication, world-class theatre, restaurants, shopping and a backdrop of magnificent mountains and beauty everywhere virtually all year round!

Why they chose this property

Second Street Cottages is ideally located if you are looking forward to enjoying short walks to wonderful restaurants, world-class theatre, fabulous shopping, unique art, great coffee houses, exciting nightlife, tasting rooms, Lithia Park and more (all within one to three blocks of the house). Described as a “year-round paradise” Ashland draws visitors from around the world during all of its magnificent four seasons. This location is the perfect "home base" -- 90 minutes to Crater Lake (one of the “Natural Wonders of the World”); nearby Britt Festival brings renowned music and entertainment and over 200 wineries and micro-brew establishments in the region. Within minutes of downtown Ashland there is world class white water rafting, kayaking and fishing, mountain biking, hiking, birding, golfing, skiing, snowshoeing, and Creek to Crest and Pacific Crest Trails. Ashland has become a popular destination for wedding and annual family reunion location with an international airport less than 15 minutes away in Medford, OR. Both units on this property can be rented (depending upon availability) and will accommodate up to 13 guests.

What makes this property unique

Guests love the quiet location and closeness to town and theaters. With porches and patios, there are places outside and indoors to gather -- or have quiet time to yourself.